http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-5786518-A

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http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C41-54
filingDate 1997-08-01-04:00^^<http://www.w3.org/2001/XMLSchema#date>
grantDate 1998-07-28-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_3bf0f031e8ab60e2ea13274376754b54
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_99b2ac18b6268367e42a9e0f1eb487c6
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_f893df51091263e83e09b6610dbcf499
publicationDate 1998-07-28-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber US-5786518-A
titleOfInvention Process for the manufacture of a gamma-halotiglic aldehyde
abstract A novel process for the manufacture of a γ-halotiglic aldehyde HalH 2 C--CH═C(CH 3 )--CHO I!, wherein Hal signifies chlorine or bromine, comprises haloalkoxylating a 1-alkoxy-2-methyl-1,3-butadiene H 2 C═CH--C(CH 3 )═CH--OR 1 II!, wherein R 1 signifies C 1-4 -alkyl, using a particular halogenating agent in a C 1-4 -alkanol (R 2 OH) and hydrolyzing the thus-obtained γ-halotiglic aldehyde dialkyl acetal HalH 2 C--CH═C(CH 3 )--CH(OR 1 )(OR 2 ) III! to the desired γ-chloro- or γ-bromotiglic aldehyde I. The halogenating agent used in this process is selected from an alkali metal hypochlorite, an alkali metal hypobromite, an alkaline earth metal hypochlorite, an alkaline earth metal hypobromite, tert.butyl hypochlorite, N-bromoacetamide, 1.3-dichloro-5,5-dimethylhydantoin and 1,3-dibromo-5,5-dimethylhydantoin. Further aspects of the present invention are the use of the thus-manufactured γ-halotiglic aldehyde for the production of γ-acetoxy-tiglic aldehyde or of a Wittig aldehyde halide Hal-Ph 3 P + CH 2 --CH═C(CH 3 )--CHO VII!, wherein Hal signifies chlorine or bromine and Ph signifies phenyl, as well as a process for the catalytic dealkoxylation of the 1,1,3-trialkoxy-2-methyl-butane CH 3 --CH(OR 1 )--CH(CH 3 )--CH(OR 1 ) 2 VI! to the corresponding 1-alkoxy-2-methyl-1,3-butadiene II in the gas phase using an aluminium silicate of medium specific surface as the catalyst. The products I, γ-acetoxy-tiglic aldehyde and VII are known, important intermediates for the production of various apocarotenoids and diapocarotenoids as well as of Vitamin A.
isCitedBy http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-2799420-A4
priorityDate 1996-08-19-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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